Back to results
US 2018/0002332 A1Published application
Synthesis of heterocyclic compounds
AssigneePlexxikon Inc.
InventorsPrabha N. Ibrahim, Jack Lin, Wayne Spevak, Jiazhong Zhang
Life of this patent
Estimating the term…
Abstract
Provided herein are intermediates and processes useful for facile synthesis of compounds of formula (I): or a pharmaceutically acceptable salt, a solvate, a tautomer, an isomer or a deuterated analog thereof, wherein Q, P1 and P2 are as defined in this disclosure.
Claims7
A method for preparing a compound of formula (I):
- or a pharmaceutically acceptable salt, a solvate, a tautomer, an isomer or a deuterated analog thereof, said method comprising:
- contacting a compound of formula (Ia):
- with L2-P1 under conditions sufficient to form the compound of formula (I), wherein:
- Q is F or H;
- P2 is —C(O)—R3 or —C(O)—OR4;
- P1 is
- R1 is H or halogen;
- n is 0, 1 or 2;
- m is 1 or 2;
- R3 is C1-6alkyl, aryl, heteroaryl, aryl-C1-2alkyl, heteroaryl-C1-2alkyl, C3-10cycloalkyl, C3-10cycloalkyl-C1-2alkyl, ethynyl or vinyl, each of which is optionally substituted with 1-3 Ra groups;
- R4 is C1-6alkyl, aryl, heteroaryl, aryl-C1-2alkyl, heteroaryl-C1-2alkyl, C3-10cycloalkyl, C3-10cycloalkyl-C1-2alkyl, ethynyl or vinyl, each of which is optionally substituted with 1-3 Ra groups;
- L2 is Br, Cl, I, tosyl-O—, mesyl-O—, trifluoromethanesulfonyl-O—, —C(O)—O—CF3 or —C(O)—O—CH3;
- and
- each Ra group is independently halogen, C1-6alkyl, fluoro substituted C1-6alkyl, fluoro substituted C1-6alkoxy, aryl, heteroaryl, C1-6alkoxy, —CN, —NO2, —OH, —C(O)—O—C1-6alkyl, or —SiMe3, wherein the aliphatic or aromatic portion of Ra is further optionally substituted with from 1-3 Rb groups, wherein each Rb group is independently halogen, C1-6alkyl, C1-6alkoxy, —CN, —NO2 or —OH.
11 more elements
Dependencies are inferred from the claim text.